Rising to the Challenge

I don't know what the average webcam girl looks like, but I was pretty sure Tanya wasn't it.

Not having ever looked at cam sites, though I had seen a bit of porn, I imaged plucked and primped, perhaps large breasts and very out there. Tanya is shortish, not really curvy, bookish and nerdy even, with smiling hazel eyes. Her smile starts in her eyes, even when talking to strangers, and soon reaches her mouth, which radiates a dazzling grin. She wears her hair in a bun or ponytail and dresses like she doesn't care. Maybe that is a bit harsh. Her clothes are informal, casual, right for a cafe in this part of the city. She is natural, earthy, and she said she was shy, though I didn't see that side of her. She is studying, and works in the cafe where I met her to pay the rent. It was a cafe I had never been to before, after a meeting I would rather forget. She met my downer with grace and aplomb, and eventually agreed to a drink a few nights later.

It came as a total surprise on our fifth date, just after we had spent the night together for the first time, that she told me. We were lying together naked in the early morning light. It wasn't a confession as such, but a statement of fact that was not contestable.

She looked directly at me, eyes darker in the low light, and said "for six months I've been camming. I like doing it, and I needed you to know if we want to keep seeing each other. I like you a lot, but I will give you up before I give up camming."

I was a little surprised by the bluntness of the words, but I guessed Tanya had had this conversation before, and that subtlety probably hadn't worked. And trying to argue with her clearly had one outcome. I liked her too much, but I did not acquiesce straight away.

"Can I have a shower and a coffee and then we can talk further? I don't want to argue, I just want to find out more, but I need to wake up first."

After a splash and suitably caffeinated we gathered again and I responded to Tanya. "I need to know more. I don't want to really want to make any judgments about something I really know nothing about. I really like you so let's not make any rash judgments. Let's get together in a couple of days, have dinner and chat some more. By the way, what's your online name?"

"My cam name is NerdyNarelle. I know enough to have a whole separate identity and not to tell anyone where I live. Some models do dates and stuff but I won't do anything that lets anyone in.

"It's actually been good for me. I'm actually very shy but camming has brought me out of my shell a bit. So far I really have only got naked and masturbated a bit. I don't really do anything much beyond that and using a vibrator.

"And the money I have made helps me pay for uni. It's better than the cafe, but I still do the cafe so I meet real people. I don't want to do it for ever, just for a bit. If you ask me to choose I will choose it rather than you. I won't say it again."

"No need to. I get where you're coming from. I want to keep seeing you" I said with just a hint of desperation.

We met for a late afternoon drink. After we settled in I opened with "I had a sneaky look at you online a few nights ago. The night you used oil. It was very, very hot."

"I'm glad you liked it. Did you check out anyone else?"

"I did, but no-one was as good as you."

"I'm not entirely sure that is true, but it's nice of you to say it."

"Welcome. I noticed some of the other girls were a lot kinkier than you. I saw butt plugs, paddles, twosomes, threesomes, strap ons. It was quite a visual feast."

"I'm thinking about something more, stepping it up. I'm not sure what though. I need to make it pay because I only want to do this for another year or so."

"So some patience, and a little tolerance from me will be rewarded?"

"Perhaps. Let's see what happens. Don't get ahead of yourself," she warned.

Two nights later I logged back on. Tanya was looking fetching in a nice simple bra and pant set. Then she threw a curve ball. She asked for a vote from her audience. The question she asked was simply "bush or bare?" After fifteen minutes the vote was bush 10, bare 27. Tanya announced that as soon as there was enough to get her clothes off she would totally remove her thick dark bush. The crowd was keen, and soon Tanya was lathering up and gently removing the hair. Her mound was soon silkily clean. Tanya wiped a way the remaining soap and then gently caressed herself. It wasn't long before her clitoris stood proud as her fingers worked into a flurry of orgasmic activity.

After Tanya caught her breath she signed off. "Enjoyed the show tonight" I texted.

"Come over? More to give" she replied.

"ASAP" I managed in the rush to get out the door.

I knocked twice, our signal, to be told the door was open. I made sure I locked it as I entered. Tanya was propped up on her bed, legs splayed, naked and ready. I stripped in record time and moved to her. I don't what she expected, but what she got was a slow tease from her toes to the inside of her thighs, tongue and fingers caressing. Tanya started pleading, so I moved closer and started to work around her engorged lips. Some very soft tongue swipes across her proud clitoris brought her off again. As she came off the orgasm I gently eased my rock hard cock into her. I held her tight, close, and then started to move gently, rotating my hips. She rocked back, a rhythm started that we had not found before. Tanya urged me on, the gentle rocking replaced in time by full shaft thrusting until the inevitable occurred.

In the shower I asked Tanya why she asked the question. "A couple of reasons I guess. I've been thinking about it for a while and my curiosity got the better of me. Also, I've heard from other girls that there can be good money in it." She paused, then reflected "You seemed to like it."

"I did. I think it was more than your bare cunt though. I have slept with ladies who have been clean shaven, so it isn't that totally. It was a nice change."

"Do you think I should stay like this?"

"I think you should do what you want. It's your body" I responded, fully aware of the cliché, but certain in my belief.

"Good answer. My feeling is that I will keep it bare for a bit, but I really do like a bush. You have a little job if you want it, a least for a short time."

"Accepted" was the only answer possible in the moment.

I decided, a few weeks in, that I would do what it took to make this relationship work. It wasn't love, at least not yet, though I could see the possibility of that. I was in thrall to Tanya. I had no choice but to go along with it. It was like a gravitational force that kept me in her orbit.

There was every chance that that my affection would be tested: after looking at a few cam sites I knew there were quite large boundaries of acceptable kink. I knew Tanya a bit, but not enough yet to know her limits. The journey might be a lot of fun, push a few of my imagined boundaries, but I knew I might have to suppress some of my more conservative tendencies. Tanya had told me that I was the only one she was seeing so I didn't need to worry about jealously rearing its head. I trusted her, but I was also aware that the future could be very interesting.

I was preparing dinner one Thursday night, about three months into our relationship. I was allowed to call it that now. The first test had been passed. As I finished draining the spaghetti the phone rang. It was Tanya.

"What a nice surprise. Want to come over for dinner?" I asked, happy to adapt if necessary.

"I'm sorry, I can't. I have an essay I need to finish for tomorrow. The one you distracted me from last weekend with the cunning use of sushi, sake and cunnilingus."

"Oh yeah, I remember" I replied. "So to what do I owe the honour?"

"Well, I have good news and bad. The bad is I can't do dinner on Saturday. I'm doing a special show. I won't tell you any more now, but I wanted to let you know. I'm on from nine pm. Have your tributes ready."

"And the good news?"

"Sunday is all yours. Come early, come often, as they say" Tanya joked. "Sorry, I couldn't help myself. Come over from brunch, about ten, and we'll spend the day. That is, if you want."

"I very much want. I'll see you in spirit on Saturday and in person on Sunday."

"Okay, gotta go. The last thousand words won't wait any longer. Bye lover."

Before I could reply to that unusual sign off the phone was disconnected. I ate the pasta with a single glass of wine, watched a bit of television, and crashed early, wondering what was likely to happen Saturday night.

I filled the time with work and domestic chores. It was a bit after nine when I logged on. Tanya welcomed me by my user name, as she did with all the visitors to her site. Sitting next to her was clearly the surprise. I knew Mariana because she worked with Tanya at the cafe. These two would be quite the pair when naked.

Tanya is brunette with quite pale skin. The contrast was Mariana, who is a student from Spain, olive skinned and a bit curvier than Tanya. I had to admit to eyeing off Mariana, especially before I started to know Tanya. Bobbed silky black hair, plump lips, tall and hippy. Hourglass, if I am able to still use that expression.

There was still underwear on, but only just. It seems the opportunity to have these two naked was not to be missed In no time Tanya's perky puffy breasts were joined by Mariana's rounder teacup breasts, topped with cherry nipples.

They drank shots, or at least pretended to, made out, and egged the audience to get them naked. The challenging target was met quite quickly. As they sat, Tanya with a thick bush, Mariana's plump mound entirely naked, they talked about what was to come. They had gathered a range of toys, so I paid tribute occasionally. By my reckoning I was the last step in getting Tanya to clamp Mariana's nipples, having Tanya shaved bare, and having Mariana insert a string of anal beads. Others plugged Tanya, and dripped hot wax onto Mariana's puckered nipples. For half of the final planned hour they auctioned off the strap on fucking of each other. For twenty five minutes it looked like Mariana would fuck Tanya, and then the tables turned. The final number was just in favour of Tanya fucking Mariana.

As they prepared Mariana pulled one last twist. If the audience would pay tribute to both of them to an amount in a five minute countdown Mariana would take Tanya's cock in her arse. She then quoted an obscenely large figure. It looked likely to fail, but a last minute rally saw Tanya lubing up an eight inch strap on. Gently she worked it in. Hip sway turned to thrusting, and with the aid of some swift fingers on her engorged clitoris Mariana came hard and long. The last thing I saw before the screen blacked out was the slow withdrawal of Tanya's cock.

A minute later my computer buzzed with a skype request from Tanya. I accepted, and the window opened to an image of Tanya's newly smooth cunt, puffy and pink, split by the cock now worn by Mariana. She rode it reverse cowgirl, so my view included a view of Mariana as well. As Tanya turned around the camera followed and the landscape of Mariana's body came into view. Her nipples were clamped again, with Tanya tugging the chain as she gasped towards orgasm. Just as quickly as they had connected she told it was time to go. "See you tomorrow afternoon lover boy" she whispered, followed by "Excuse me, I have to deal with my wayward slave now. Lucky I got over the line or I would be serving Mariana until dawn. Gotta go, date with a tongue and all ..." The screen went black, leaving me with a raging hard on and my rampant imagination. I wasn't sure whether to feel liberated or appalled, but I do know I was excited.

I slept well, and woke about ten am. I filled the morning with simple domestics. I made sure I was home and relaxing after lunch. Without notice Tanya arrived at four.

After the usual greetings Tanya told me "I'm sorry, I can't stay long. I'm shagged. Mariana and I were busy until four am. After we had another orgasm each she convinced me to help her make a video. I wear a mask and black underwear and boots and play dominatrix to her slave. After I flog her she requests I fuck her. Of course I do it. I think she is going to load it on her page next week. Do you want to see it?" she concluded.

"Of course I do. I am pretty jealous of the experience you had. After all Mariana is hot!"

"Yes she is, and she goes like a freight train. Be nice and I might see if she will play with us."

"The video will be enough. I only want you. I love you and I'm waiting for you. But that's a conversation for another time."

"Yes it is. I'm too tired to talk about it now. Be patient and we'll get to it. Okay?"

"Okay."

"For the record, the answer to the question about Mariana playing with us was correct. It was a one off for both of us. I don't mind you watching the video occasionally 'cause it might remind you who is boss. Be good, braveheart."

With that Tanya went home.

For the next few weeks we saw each other a couple of times a week, while Tanya cammed two or three nights as well.

The next time I went into the cafe Mariana had been replaced by Sally, a sweet bespectacled girl with longish blonde hair and an open face. She was lovely. One thing she didn't do was radiate the overt sex appeal of Mariana. She was much more like Tanya. I suspected that nothing sexual would occur, but that we could become fast friends if Tanya and I could find our way to the end of this particular road.

Work and study became really busy, and I saw Tanya sporadically in person, and not at all online. We finally had some time, so we went away one weekend. Tanya's family spent some time on a quiet piece of the coast, so this is where we went. It wasn't high season so the beach Tanya led me to was deserted, luckily. No sooner had we spread the towels and stripped to swimmers than Tanya's laptop appeared. She told me that she had advertised a special show. The offer was to strip naked on the beach, perhaps oil up all the time in public. What I didn't comprehend was the role I was to play. I thought her site was a girl only thing, but I was soon disabused of that notion. If there was enough support she expected me to eat her out, and if the funds went sky high then she would fuck me on camera.

"Are you serious?" I enquired, incredulous.

"Yes. Do this for me and I will forever grateful."

"What if people recognise me?"

"I've thought of that" she replied, tossing me a spandex hood. I examined it, finding slits for my eyes and a wider hole for my mouth. It would be very hard to identify me.

Tanya looked at me pleadingly, and I nodded my assent. "Promise me the rest of the weekend is just us. A nice meal, good wine, a lazy morning."

"Sounds great."

With that Tanya turned her on her computer and logged on. Within minutes she was topless, and then her newly hirsute pussy was uncovered. After about an hour she reached her first orgasm, glass dildo working gently while she removed anal beads. She had kinked up a bit since I last saw her online. As the final bead popped free she folded in orgasmic pleasure.

A singlet went on and she worked the viewers toward another goal. Naked again she set the target for the cunnilingus goal. Reached and surpassed meant that I donned the spandex headwear and went to work. Tanya set a target for her orgasm while I ate her. She had a little hand held camera she used to focus tightly on my tongue as I flicked around her proud clitoris.

"Nearly there" she said to me as the tribute sound buzzed again, after what felt like an hour. Later she told me it had been twenty minutes, and that if I could do it once I could do it again. I didn't argue.

"Briiiiing" belled the computer, followed in a heartbeat by Tanya's toppling orgasm.

After gathering breath she told her audience, apparently a record for her, that we had one last goal to reach. The target was the biggest she had ever set , and it was for her to ride my cock. To spice it up she had some targets along the way. One was that she would insert a butt plug, and the second, close to the final goal, was for me to wear a cock ring. I blanched a bit but agreed.

The bitt plug was chrome, and it slipped in with lots and lube and a gentle push at the end. Apparently it was the first time, although the beads had been used a few times. The funds increased dramatically once the plug was in.

Then, quickly, it was time for the leather cock ring. A band wrapped around my shaft, while another wrapped around the top of my balls. I was so hard the veins started popping, the first time that had happened.

Tanya pushed me on my back, and liberally lubricated my cock. While she worked it along my shaft she whispered "come hard, come fast."

I could just see the screen image of her puffy cunt, stretched wide by my concrete shaft. She rode with abandon, occasionally angling up to show the glittering facets on the end of the butt plug.

We found a rhythm soon, minimal movement while she slid from tip to base, grunting sounds increasing from both of us.

I came first, initially spurting into her. She rose quickly so that the last gobs of sperm sprayed across her mound.

In a paroxysm of lust she slid off me, spread her legs wide to show her pussy full of spunk, and while the tribute sounds rang and rang she looked into the camera, said "thank you" and then slowly closed her laptop.

I scooted around to eat her creampie, figuring that I might as well continue the scene a bit longer. It was as I eased the butt plug out that Tanya told me she was going to come again. I went to work with my tongue and the final explosive climax was reached.

We quickly stripped and packed the gear. After a quick skinny dip we went back to the hotel.

I had planned a meal in one of the local cafes. Tanya had taken it to a new level, telling me she had booked in a fine dining restaurant. She wore a new dress and new shoes. I complimented her and she replied "It's a treat, for both of us."

"I don't really understand," I replied.

"Let's get to dinner and I'll explain."

At the bar we made small talk while drinking a cocktail. We were both biding our time until we were with less company.

At the table waiters hovered fluffing napkins, pouring water and taking our order.

Suddenly we were alone. Tanya jumped on the opportunity. "The shoes and dress, and the very skimpy underwear I have on are part of my gift to myself, and to you." She paused, and took a deep breath. "Last week was my last exam. Yesterday I accepted a full time job. Today was the last cam session." Another pause, as though making sure of something. "And I want to move in with you."

I was speechless, but I managed to nod my assent. The rest of the night passed in the consumption of a beautiful meal with a very expensive, very fine wine. It finished with a very naughty, very chocolaty dessert. In our room the festivities continued with the removal of some very skimpy French lingerie and a night of slow carnal pleasure.

When we awoke we showered, dressed, went to find breakfast and start the rest of our lives together.